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89 John Perry Road

Eastford, Connecticut 06242

ACTIVE - NEW$625,000
Beds
4
Baths
2 | 1
SqFt
4,538
Acres
3.00
Year Built
1800
Matt Caiola

Matt Caiola

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Elevator11 Fireplaces

About This Home

The Benjamin Bosworth House has been part of Eastford's landscape for more than two centuries, and there is still nothing quite like it. Set on 3 acres, this Federal-style home, completed around 1800, offers 4,538 square feet, 4 bedrooms, 2.5 baths and 11 fireplaces. Its defining feature is a rare full-height monitor, once used as a Masonic meeting hall, with built-in benches and fireplaces. Throughout the house, hand-carved woodwork, historic finishes and generously scaled rooms tell the story of its past. The main level includes a formal dining room, parlor, sunlit sitting room, kitchen, studio and workshop, with additional flexible space upstairs. Since purchasing the home in May, the current owner has continued restoration work, including new lime plaster in the parlor and second-floor hall, a retiled upstairs bath and fresh paint in several rooms. Listed on the National Register of Historic Places, this is a remarkable opportunity for someone who appreciates early American craftsmanship and wants to carry its story forward.

Key Facts

City/Town
Eastford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1800
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
4,538 sq ft
Lot Size
3.00 acres
Property Taxes
$6,744 / Annually

Market Snapshot

The Eastford Market

Single Family · trailing 12 months

Median Days on Market

4

2 active listings

Median $ / Sq Ft

$124

2 active listings

Sale-to-List Ratio

100.0%

19 sales

How this home compares

List Price

$625,000

vs $497,000 median

25.8% above median

Price / Sq Ft

$138

vs $124 median

11.3% above median

Days on Market

0 days

vs 4 days median

4 days fresher than median

Based on 2 active and 19 closed sales (trailing 12 mo) of single family in Eastford. Source: SmartMLS · As of September 29, 2026.

Location

89 John Perry Road, Eastford, Connecticut

Property + 4 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,107

per month

  • Principal & Interest$3,337
  • Property Taxes$562
  • Insurance$208
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Eastford
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Colonial
Year Built
1800
New Construction
No/Resale
Living Area
4,538 sq ft

Schools

Elementary
Eastford
High
Woodstock Academy

Interior

Heating
RadiatorSteam
Heat Fuel
Oil
Cooling
None
Fireplaces
11
Laundry
Main Level
Laundry Location
Laundry room off kitchen
Appliances
Refrigerator
Basement
FullFull With Walk-Out
Interior Features
Cable - AvailableElevator

Exterior & Lot

Lot Size
3.00 acres
Zoning
RES
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
Yellow
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Porch-ScreenedPorch
Lot Description
Sloping Lot

Listing & Financials

Property Taxes
$6,744 / Annually
Days on Market
0
MLS #
24210501
MLS Status
Active

Similar Properties

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Listed By

Kristen Kaskela

(860) 377-0118

Berkshire Hathaway NE Prop.

(860) 928-1995

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/29/2026 at 2:30 AM UTC.